Head to Head includes singles and doubles results.
| 06/12/11 | James Brennan over Jay Cottman | 4-6; 7-5; 7-6 | |
| 09/06/10 | James Brennan over Jay Cottman | 6-4; 6-2 | |
| 08/27/10 | James Brennan over Jay Cottman | 4-6; 6-4; 7-5 | |
| 08/02/10 | James Brennan over Jay Cottman | 6-3; 4-6; 6-4 | |
| 07/21/10 | Jay Cottman over James Brennan | 7-5; 2-6; 6-2 | |
| 10/22/09 | James Brennan over Jay Cottman | 6-1; 6-2 |
